Tris(dimethylhydrogensiloxy) - 3 3 3-trifluoropropylsilane vinyltriacetoxysilane adducts

ABSTRACT

ADDUCTS OF TRIS(DIMETHYLHYDROGENSILOXY) - 3,3,3 - TRIFLUOROPROPYLSILANE WITH VINYLTRIACETOXYSILANE ARE USEFUL IN PREPARING PRIMERS TO ADHERE POLY-3,3,3-TRIFLUOROPROPYLMETHYLSILOXANE BASED ELASTOMER TO EPOXY RESINS AND POLYURRETHANE AND A PRIMER TO ADHERE POLY-3,3,3-TRIFLUOROPROPYLMETHYLSILOXANE BASED ELASTOMER TO TITANIUM. ILLUSTRATIVE OF THE ADDUCT IS.

United States Patent ABSTRACT OF THE DISCLOSURE Adducts of tris(dimethylhydrogensiloxy) 3,3,3 trifluoropropylsilaue with vinyltriacetoxysilane are useful in preparing primers to adhere poly-3,3,3-trifluoropropylmethylsiloxane based elastomers to epoxy resins and polyurethane and a primer to adhere poly-3,3,3-trifluoropropylmethylsiloxane based elastomers to titanium. Illustrative of the adducts is This invention relates to organosilicon compounds. More specifically, to adducts of tris(dimethylhydrogensiloXy) 3,3,3 trifluoropropylsilane and vinyltriacetoxysilane.

This invention relates to an organosilicon compound of the formula ice The tris(dimethylhydrogensiloxy)-3,3,3-trifluoropropylsilane, CF CH CH Si[OSi(CH H] can be prepared by hydrolyzing a mixture of dimethylchlorosilane and 33 trifluoropropyltrichlorosilane, as further described in Example 1 of US. Pat. No. 3,344,160 which is hereby incorporated by reference.

The adducts of tris(dimethylhydrogensiloxy)-3,3,3-trifluoropropylsilane and vinyltriacetoxysilane can be prepared by mixing the corresponding mole ratios desired in the final adducts in the presence of a platinum catalyst. When it is desired to form the adduct of one mole of tris (dirnethylhydrogensiloxy)-3,3,3 trifiuoropropylsilane and three moles of vinyltriacetoxysilane, an excess of vinyltriacetoxysilane is preferably used to insure complete reaction and a high yield, such an excess being four moles of vinyltriacetoxysilane. The reaction mixture is preferably heated at 100 C. for one hour in the Presence of a chloroplatinic acid catalyst. Other reaction times and temperatures are also suitable.

The adducts of this invention are useful as primers in adhering silicone elastomers to titanium, in particular, room temperature vulcanizable silicone elastomers based on poly-3,3,3-trifluoropropylmethylsiloxane. The adducts of this invention are also useful as a component in primer compositions comprising organic solvent, tetrabntyltitanate, an ethylpolysilicate and the adduct, to adhere silicone elastomers to polyurethanes and epoxy resins.

The following examples are presented for illustrative purposes only and should not be construed as limiting the present invention which is properly delineated n the claims.

EXAMPLE The following mixtures were heated for one hour at 100 C. in the presence of a chloroplatinic acid catalyst.

The products obtained were as shown in the table.

Mixture (moles) 0 CF3CHzOH2Si[OSi(O Ha)2H]3 CHFCH S i(0 (ILI 011;)3 Product 1 1 o s l(OH H CFzCHzCHgSlO siwfimomomsuo i l CH3);

0 S i(CHa)2H 1 2 O S i(C H3)2H CF CH CH iO SKGHQZCHZGHZSKM JCHQQ o O Si((CH;)2CH2CHz S i(O C (EH93 (I)si(cH5)zCH2cH2si(0iioH3)3 C FgCHzCHzliO Si(CHa)zCH CH Si(O l CH3)3 O O Sl(CHa)2CH2CH2S i(O ("3 CH3):;

wherein each X is a monovalent radical selected from That which is .claimed is: the group consisting of a hydrogen atom and 1. An organosilicon compound of the formula CF CH CH Si[0Si(CH X] 3 "CHzCHflSKOiJCHsh wherein each X is a monovalent radical selected from the and at least one X is a group consisting of a hydrogen atom and a o o -CH1CH2Si(O CH --CH2CHgSl(O (3 CH3);

3 4 radical and at least one X is a all the X are OH CH Si(O i l CH 7 CH;OH Si(O g CH3); radical. 5 radicals.

2. The organosilicon compound of claim 1 in W i h References Cited X 3 UNITED STATES PATENTS 3,317,460 5/1967 Clark et a1 260-4482 R 2 2 a)s 10 3,322,722 5/ 1967 Eynouv 260448.2 R radicaL 3,458,554 7/1969 Haluska 260448.2 R

3. The organosilicon compound of claim 1 in which two l X are TOBIAS E. LEVOW, Primary Examiner fl) W. F. W. BELLAMY, Assistant Examiner -0H,0Hzsi(00cH3)3 15 US. (:1. X.'R. radicals. 1l7235.1

4. The organosilicon compound of claim 1 in which 

